Renowned for its picturesque beaches dotted by famous lighthouses, this scenic island is a famous summer holiday spot. Composed of six towns, the place boasts a rich fishing, sailing, and military history. Visitors can appreciate the quirky gingerbread houses of Oak Bluffs as they stroll around the town. You can also head to the pawn-shaped Edgartown Harbour Light punctuating the harbour’s entrance between Martha’s Vineyard and Chappaquiddick to witness breathtaking sunsets. If you enjoy cycling, the island’s bike paths will be right up your alley. After exploring the gorgeous landscapes, retire to lavish accommodations with everything you’ll need. Keep scrolling to find the best luxury hotels in Martha’s Vineyard, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Harbor View Hotel, Edgartown (from USD 395)
Granting liberal and breathtaking views of the beach and the famous Edgartown Harbor Light, this expansive property presents a striking picture. Styled with sophisticated and plush décor, the hotel features airy suites and rooms with calming colours and high-end finishes. Maximise convenience and have a delicious breakfast served in your room before savouring refreshing cocktails from the pool bar after swimming laps. Do make a note to enquire about the periods when the pool is open because it’s available seasonally.
If you’re visiting with a car, then the free on-site parking and the electric vehicle charging station will excite you. Moreover, yoga classes, a fitness centre and bike rentals will deliver the motivation you’ll need to stay active.
Harbor View Hotel
Address: 131 North Water Street
8.31 km (5.2 mi) from Flying Horses Carousel a Vineyard Preservation Trust Property
2. Hob Knob, Edgartown (from USD 659)
Be charmed by this quaint hotel, just 0.8 mi (1.3 km) from Edgartown Harbor Light. A lush garden leads to an exquisitely designed wrap-around porch with chic furniture. The interiors exude an equally elegant charm with vintage furnishings and plush bedding. Each room comes with a terrace, a refrigerator and a private bathroom.
Dig your teeth into the sumptuous daily breakfast or enjoy an afternoon tea with baked goodies in the thriving garden. Carve a quiet and rejuvenating time for yourself at the on-site spa and treat your body to a fulfilling massage. You can also make the most of the gorgeous neighbourhood and arrange a bike or canoeing tour from the hotel at an additional charge).
Hob Knob
Address: 128 Main Street
8.09 km (5.1 mi) from Flying Horses Carousel a Vineyard Preservation Trust Property
Other luxury accommodations in Martha's Vineyard, Massachusetts
3. The Captain Morse House, Edgartown (from USD 2634)
Built in 1840, this stately house features a staggering 12 bedrooms and 7 bathrooms along with 2 living and dining rooms. Located close to Edgartown’s North Wharf, the property amounts to a charming holiday haven. The interiors of the three-floor house possess a regal character with bright wallpapers, ornate paintings, fireplaces and wooden floors. The storeys are connected by an impressive spiral staircase that was built by shipwrights back in the day.
Meanwhile, the back portion of the house is suited for more informal gatherings and consists of a separate living and dining area as well as a bedroom. The patio in the backyard is generously spaced and can seat 20. You can also make use of the barbecue, complimentary bicycles, lawn games and yoga mats to have a fun activity-filled day outdoors.
Top guest reviews
Amenities & Room:
there is a great wifi setup and several big screen tv'sthe rooms were lovelyone of the two kitchens features a six-burner range that would please any gourmet chefit was extremely well-appointed and comfortable tooCleanliness:
everything was clean and brightplatt was very thorough with all the arrangements and the property was clean and well-maintainedHost:
the owner and house manager are friendly and responsivevery nice people and very accommodatingthe owners are also incredibly kind and generous and made our stay at captthe manual for what to do and when from the owner was clear and conciseplatt was an unbelievable host and was always available to take care of anything we neededRead more reviewsLocation:
what a beautiful house in perhaps the best location on martha's vineyarda short walk to lighthouse beach or to town provided perfect outingsthe captain morse house was lovely and in a perfect location in edgartowngetting around the island is easy using the vta buses taxis or uber
4. Contemporary farmhouse on sprawling land, West Tisbury (from USD 525)
This splendid farmhouse occupies a majestic spot over 16 ac (6.5 ha) of verdant gardens and is 1 mi (1.6 km) to Lambert’s Cove Beach. The rental has five bedrooms and a lovely independent cottage too. You can admire the stunning landscape as you unwind on the beautiful patio. Then, rustle up a delicious meal in the fully equipped kitchen with a pretty kitchen island, a refrigerator and even a lobster pot!
In addition, the house exhibits classic décor with airy and amply lit rooms, plush leather sofas, charming chandeliers and a fireplace. Outside, you can also gaze at the starry night sky while you chat near the firepit.
Top guest reviews
Cleanliness:
it was perfectly clean and well appointedcolin was great the house was beautiful very clean and comfortablemy stay was amazing the house was clean and the landscaping was impeccablethe bright spacious house is nicely decorated and very comfortableRead more reviewsHost:
the owner was very responsive to our requeststhe owners were very kind and accommodatingi communicated with the owner easily and he was extremely helpfulthe owner colin was generous attentive and extremely easy to communicate withthe property is well maintained colin is a great host and was responsive to our questions
5. Lambert's Cove Inn & Resort, West Tisbury (from USD 199)
Reasonable pricing for a secluded location with car access.
Beautiful property with nature trails, ponds, beach access, and outdoor gathering areas.
Quiet, up-island location away from tourist areas, ideal for a peaceful retreat.
Great breakfast, quality restaurant & bar onsite, and delicious bagels and muffins.
With a chic design, this enchanting inn is close to Seths Pond, a popular local spot in Lambert’s Cove Beach. Elegantly designed rooms in pristine white feature a flat-screen TV and private bathroom with free toiletries. Selected rooms have a deck or balcony with outdoor furniture for you to enjoy splendid views of the garden.
Furthermore, you can take a soothing dip in the outdoor swimming pool open seasonally or indulge in delightful games of cornhole or badminton outdoors. The property also offers a complimentary golf cart shuttle service to the nearest beach, and you can rent a bike if you wish to explore the area.
Lambert's Cove Inn & Resort
Address: 90 Manaquayak Road
8.83 km (5.5 mi) from Flying Horses Carousel a Vineyard Preservation Trust Property
6. Large rental with bocce court, Edgartown (from USD 1000)
Nestled among gorgeous trees, this sprawling estate encompassing three floors is near South Beach. With a beautiful swimming pool, the home has a pathway that will lead you up the stairs to the main floor with an expansive deck. Experience an extravagant stay in the sunlit living room with a fireplace and a screened porch.
You can prepare a sumptuous meal in the fully equipped kitchen that includes a modern kitchen island or treat yourself to some relaxing time in the gorgeous bathtub as you appreciate the pretty vistas.
Head outdoors and continue the self-rejuvenation in the hot tub before witnessing spell-binding sunsets and scenic beach views from the balcony. You may also reenergize your weary muscles by playing a game on the bocce court or visiting the workout room.
Top guest reviews
Amenities & Room:
furniture is incredibly comfortable and good for active families and beach lifestyleenclosed backyard with a heated pool was great toothe other bedrooms on the ground floor have a stunning view overlooking the pool areathe beds are very very comfortable and the air-conditioning is a welcome plusthe deck and heated pool are perfect and where we end up spending most of our timeCleanliness:
fantastic house - very clean and well-maintainedvery clean and very well furnished in all waysthe beds were luxurious and the home was impeccably cleanthe home is exceptionally well kept and very cleanthe house is clean i mean clean the furnishings are new not shabbyHost:
the owner and the caretaker were superthe owner was very responsive and accommodatingthe hosts are super responsive and helpfulowner truly cares about the home and his tennents satisfactionthe owner and caretaker were great to deal withRead more reviewsLocation:
the location is idealthe location was perfectthe location was truly perfect for what we wanted from our tripperfect for a bike ride into town and a 10 minute walk to best beachthe location is fantastic in that it is close to the bike path beach edgartown and public transportation
7. Charming rental with private pool, Oak Bluffs (from USD 1200)
Find peace and luxury-filled comfort in this four-bedroom farmhouse 0.7 mi (1.1 km) from Oak Bluffs Harbor. Thriving greenery and beautiful shrubs make a beautiful oasis with a private pool in the backyard. The house has three levels, with a kid-friendly bedroom on the lower level and three spacious bedrooms on the upper floor. Enjoy gorgeous views from the deck on one of the rooms on the upper floor.
Additionally, the living room has an open-floor concept that leads to a fully stocked gourmet kitchen and an adjoining dining area that seats 10. Hone your culinary skills at the barbecue grill on the patio and dine alfresco. The property also offers ample entertainment opportunities with table tennis and pool and hockey tables as well as a basketball hoop available on-site.
Top guest reviews
Amenities & Room:
it is very spacious and we especially enjoyed the pretty patio updated bathrooms and kitchen/family roomsthe beautiful house was spotless comfortable and full of useful amenities at our disposalthe adults enjoyed the extremely comfortable living room and family room areasthe pool was a great touchCleanliness:
it was clean updated and beautifully decoratedwe really enjoyed staying in this home it was very clean and invitingHost:
the host was very friendly and responsiveRead more reviewsLocation:
really enjoyed our stay and perfect location near the shops
8. Expansive six-bedroom estate with a pool house, Edgartown (from USD 2786)
About 1 mi (1.6 km) from South Beach, this widespread property encompasses a pool house and a gorgeous six-bedroom unit. Featuring modern interiors, the place has plenty of glass windows that stream plenty of sunshine indoors.
Relax in the living room by the fireplace and enjoy a meal on the elegant dining table, which is accentuated by a beautiful mason-jar chandelier. Head upstairs to the upper two floors to take in the beautiful sunsets from the private balconies. You can also take a refreshing dip in the heated pool outside and round it off with a calming session in the outdoor shower or a soothing soak in the hot tub. In addition, you can help yourself to an invigorating game of table tennis in the garage.
Top guest reviews
Amenities & Room:
we had a great time with the heated pool grill and hot tubour entire family enjoyed every minute we found the kitchen well stocked and the furnishings very comfortableadults loved the hot tub wine fridge tasteful beach house decor lovely lounge chairs by the poolwe were a diverse group including two kids and the heated pool was a huge plusthis luxury rental property was perfect especially in september with a heated pool and jacuzziCleanliness:
the property was clean and well maintainedthe house was clean and well appointedit's clean updated and well-maintainedthe house was open clean and exceptionally comfortablethe house was great - it was huge clean and very well stocked with towels kitchenware outdoor equipment etcHost:
additionally the property manager was very responsivesteve is a great attentive owner - responds to questions immediatelycaretaker and pool and jacuzzi maintenance was excellentsteve and caretaker craig were always there to make sure our stay was seamlessthe owner steve was wonderful to work with and very accommodatingRead more reviewsLocation:
the location is excellent being close to the beach and within easy biking/driving distance of edgartownwe loved being so close to the beach and the bike pathlocation and privacy were appreciatedit's in a great location and offers lots of privacythe location is great because we could walk to edgartown or south beach
9. Grand compound with a carriage house, Edgartown (from USD 2098)
Situated in the heart of Edgartown, this generously spaced estate has strong historical roots echoed by its vintage décor. French doors and antique wooden beams will take you to the past while you enjoy the requisite modern amenities.
Spanning three floors and a detached carriage house with a bedroom suite, the place adds up to be the ideal serene getaway. Huddle by the fireplaces in the living or family rooms. You can savour a delicious meal in the fully stocked kitchen or settle down for some wholesome entertainment in the wood-panelled media room.
If you want to relax, take a rejuvenating bath in the clawfoot tub in the master bathroom or make the most of the heated pool and hot tub outdoors.
Top guest reviews
Amenities & Room:
we enjoyed relaxing in the hot tub or cooling off in the pool surrounded by the beautiful gardenbeautiful grounds; spacious warm interiors with multiple rooms and porches for gathering with loved onesCleanliness:
house was clean and very comfortablewell appointed great location clean quiet and well managedthe house was very clean and well appointed with linen towels outdoor furniture kitchen equipment etcHost:
owner is very easy to work withdenise was a lovely communicative host and her home is beautifulRead more reviewsLocation:
ideally located within walking distance for shopping and diningthe location is supremethe house is wonderful and in such key locationthe pool was just right and the back yard was very relaxing being so close to downtown
10. Splendid 5-bedroom house with ocean views, Edgartown (from USD 1538)
Granting ample scenic views and overlooking a cove field, this graceful home creates an alluring image. Housing five bedrooms across three floors, the property will shower you with lavish vantage points with stunning farm and ocean views. Lounge and dine on comfortable furniture on the deck or laze around in the hammock downstairs.
There’s a barbecue grill on the main deck as well for you to refine your grilling skills. Savour some quiet and memorable moments in the main living room by the fireplace or opt for a satisfying meal in the neat and fully equipped kitchen with a breakfast counter. You can maximise the fun indoors by trying your hand at pool or chess too.
Top guest reviews
Host:
denise the host is great and easy to communicate withdenise was a great hostthe host: denise was always easy to reach and very helpfulRead more reviewsLocation:
great location to be close to the beach and quick drive into town while removed from any noisethe location is perfect very private and just a 10 min walk to south beachit’s really a special relaxing place to listen to the birds and getawaythe location: in one word it’s fantastic
Indulge in luxury in expansive homes on an idyllic island
These properties meet the wishes of tourists seeking tasteful and generously spaced retreats on a quiet and picturesque island. Delivering ample entertainment avenues and amenities and exuding an elegant character with vintage touches, these vacation rentals promise a memorable time. Be sure to book one for a restful getaway on Martha’s Vineyard.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to